Electroluminescent device, and display device comprising thereof

Patent metadata

Field	Value
Publication number	US-11737301-B2
Application number	US-202117226158-A
Country	US
Kind code	B2
Filing date	Apr 9, 2021
Priority date	Mar 19, 2018
Publication date	Aug 22, 2023
Grant date	Aug 22, 2023

Abstract

An electroluminescent device including a first electrode, a hole transport layer disposed on the first electrode, a first emission layer disposed on the hole transport layer, the first emission layer including a first light emitting particle on which a first ligand and a second ligand having a hole transporting property are attached, a second emission layer disposed on the first emission layer, the second emission layer including a second light emitting particle on which a first ligand and a third ligand having an electron transporting property are attached, an electron transport layer disposed on the second emission layer, and a second electrode disposed on the electron transport layer, wherein a solubility of the second ligand in a solvent is different than a solubility of the third ligand in the solvent and a display device including the same.

First claim

What is claimed is:

1. An electroluminescent device, comprising
a first electrode;
a hole transport layer disposed on the first electrode;
a first emission layer disposed on the hole transport layer, the first emission layer comprising a first light emitting particle on which a first ligand and a second ligand having a hole transporting property are attached;
a second emission layer disposed on the first emission layer, the second emission layer comprising a second light emitting particle on which a first ligand and a third ligand having an electron transporting property are attached;
an electron transport layer disposed on the second emission layer; and
a second electrode disposed on the electron transport layer,
wherein a solubility of the second ligand in a solvent is different than a solubility of the third ligand in the solvent.

2. The electroluminescent device of claim 1 , wherein a hole mobility of the first emission layer is faster than a hole mobility of the second emission layer.

3. The electroluminescent device of claim 1 , wherein an electron mobility of the second emission layer is faster than an electron mobility of the first emission layer.

4. The electroluminescent device of claim 1 , wherein
when the second ligand is soluble in a hydrophilic solvent, the third ligand is soluble in a hydrophobic solvent, and
when the second ligand is soluble in a hydrophobic solvent, the third ligand is soluble in a hydrophilic solvent.

5. The electroluminescent device of claim 4 , wherein the hydrophilic solvent comprises methanol, ethanol, isopropyl alcohol, acetone, butanol, dimethyl formamide, dimethyl sulfoxide, water, acetonitrile, or a combination thereof.

6. The electroluminescent device of claim 4 , wherein the hydrophobic solvent comprises octane, heptane, nonane, hexane, xylene, toluene, chlorobenzene, chloroform, cyclohexane, or a combination thereof.

7. The electroluminescent device of claim 1 , wherein the first ligand is derived from a surfactant for attaching the first ligand represented by Chemical Formula 1:
X 1 —R 1   Chemical Formula 1

wherein, in Chemical Formula 1,
X 1 is a functional group comprising COOH, CO, CO 2 , P, POOH, P═O, PO 2 , PO 3 , S, SOOH, SO, SO 2 , SO 3 , CN, or a combination thereof, and
R 1 is a hydrocarbon group comprising a C1 to C40 substituted or unsubstituted aliphatic hydrocarbon, a C6 to C40 substituted or unsubstituted aromatic hydrocarbon, or a combination thereof.

8. The electroluminescent device of claim 7 , wherein the surfactant for attaching the first ligand is carboxylic acid compound comprising methanic acid, ethanoic acid, propanoic acid, butanoic acid, pentanoic acid, hexanoic acid, heptanoic acid, octanoic acid, dodecanoic acid, hexadecanoic acid, octadecanoic acid, oleic acid, stearic acid, steric acid, palmitic acid, or benzoic acid; phosphonic acid compound comprising hexyl phosphonic acid, n-octyl phosphonic acid, tetradecyl phosphonic acid, or octadecyl phosphonic acid; phosphine compound comprising methyl phosphine, ethyl phosphine, propyl phosphine, butyl phosphine, pentyl phosphine, octyl phosphine, dioctyl phosphine, tributyl phosphine, trioctyl phosphine, diphenyl phosphine, or triphenyl phosphine; phosphine oxide compound comprising methyl phosphine oxide, ethyl phosphine oxide, propyl phosphine oxide, butyl phosphine oxide, pentyl phosphine oxide, tributyl phosphine oxide, octyl phosphine oxide, dioctyl phosphine oxide, or trioctyl phosphine oxide; phosphinic acid compound comprising hexylphosphinic acid, octylphosphinic acid, dodecanephosphinic acid, tetradecanephosphinic acid, hexadecanephosphinic acid, or octadecanephosphinic acid; or a combination thereof.

9. The electroluminescent device of claim 1 , the second ligand is derived from a surfactant for attaching the second ligand comprising a compound represented by Chemical Formula 2, a compound represented by Chemical Formula 3, a compound represented by Chemical Formula 4, or a combination thereof:
Y 2 —R 2   Chemical Formula 2

wherein, in Chemical Formula 2,
Y 2 is a functional group comprising SH, and
R 2 is a hydrocarbon group comprising a C1 to C40 substituted or unsubstituted aliphatic hydrocarbon, a C1 to C40 halogenated aliphatic hydrocarbon, a C6 to C40 substituted or unsubstituted aromatic hydrocarbon, a C6 to C40 halogenated aromatic hydrocarbon, or a combination thereof,
X 3 —R 3   Chemical Formula 3

wherein, in Chemical Formula 3,
X 3 is a functional group comprising N, NR′, NR′ 2 , NR′ 3 , NO, NO 2 , or a combination thereof,
R 3 is a hydrocarbon group comprising a C1 to C40 substituted or unsubstituted aliphatic hydrocarbon, a C6 to C40 substituted or unsubstituted aromatic hydrocarbon, or a combination thereof, and
R′ is a functional group comprising hydrogen, a C1 to C40 substituted or unsubstituted aliphatic hydrocarbon, a C6 to C40 substituted or unsubstituted aromatic hydrocarbon, or a combination thereof,
X 4 —R 4   Chemical Formula 4

wherein, in Chemical Formula 4,
X 4 is a functional group comprising SH, COOH, or a combination thereof, and
R 4 is a carbazole group.

10. The electroluminescent device of claim 9 , the surfactant for attaching the second ligand is methane thiol, ethane thiol, propane thiol, butane thiol, pentane thiol, hexane thiol, octane thiol, dodecane thiol, hexadecane thiol, octadecane thiol, benzyl thiol, heptyl amine, methane amine, ethane amine, propane amine, butane amine, pentyl amine, hexyl amine, octyl amine, nonyl amine, decyl amine, dodecyl amine, hexadecyl amine, octadecyl amine, dimethyl amine, diethyl amine, dipropyl amine, tributyl amine, trioctyl amine, triphenyl amine, carbazole-acid, carbazole-thiol, or a combination thereof.

11. The electroluminescent device of claim 1 , the third ligand is derived from a surfactant for attaching the third ligand represented by Chemical Formula 5:
Y 5 —R 5 —X 5   Chemical Formula 5

wherein, in Chemical Formula 5,
Y 5 is a functional group comprising SH,
R 5 is a hydrocarbon group comprising a C1 to C40 substituted or unsubstituted aliphatic hydrocarbon, a C6 to C40 substituted or unsubstituted aromatic hydrocarbon, or a combination thereof, and
X 5 is a functional group comprising OH, COOH, CO, CO 2 , P, POOH, P═O, PO 2 , PO 3 , S, SOOH, SO, SO 2 , SO 3 , or a combination thereof.

12. The electroluminescent device of claim 11 , the surfactant for attaching the third ligand is mercapto acetic acid, 3-mercapto-2-butanol, 3-mercapto-1,2-propanediol, 2-mercaptopropionic acid, 2-mercaptoethanol, methyl 3-mercaptopropionate, p-mercaptophenol, m-hydroxybenzenethiol, cyclohexyl 3-mercaptopropionate, 3-methoxybutyl mercaptoacetate, 3-methoxybutyl 3-mercaptopropionate, 6-mercapto-1-hexanol, 11-mercapto-1-undecanol, 3-mercaptopropionic acid, thioglycolic acid, cysteine, dihydrolipoic acid, 2,3-dimercapto-1-propanol, 1,2-ethanediyl bis(3-sulfanylpropanoate), pentaerythritol tetra(3-mercaptopropionate), pentaerythritol tetrathioglycolate, 2-(2-methoxyethoxy)ethanethiol, 2-(dimethylamino)ethanethiol, thiopronin, 1-thioglycerol, mercaptosuccinic acid, glutathione, or a combination thereof.

13. The electroluminescent device of claim 1 , the first light emitting particle comprises the first ligand and the second ligand in a weight ratio of about 1:0.1 to about 1:99.

14. The electroluminescent device of claim 1 , the second light emitting particle comprises the first ligand and the third ligand in a weight ratio of about 1:0.1 to about 1:99.

15. The electroluminescent device of claim 1 , wherein the first emission layer and the second emission layer emit a

Assignees

• Samsung Electronics Co Ltd

Inventors

• Chung Dae Young
• Han Moon Gyu
• Cho Oul
• Kim Tae Hyung
• Park Sujin
• Seo Hongkyu
• Jang Eun Joo

Classifications

• H10K71/40

  Thermal treatment, e.g. annealing in the presence of a solvent vapour · CPC title

• H10K50/19 Primary

  Tandem OLEDs · CPC title

• C09K11/025 Primary

  non-luminescent particle coatings or suspension media · CPC title

• H10K71/12

  using liquid deposition, e.g. spin coating · CPC title

• C09K11/06

  containing organic luminescent materials · CPC title